47375-13-3Relevant academic research and scientific papers
DABCO-catalyzed Knoevenagel condensation of aldehydes with ethyl cyanoacetate using hydroxy ionic liquid as a promoter
Meng, Dan,Qiao, Yongsheng,Wang, Xin,Wen, Wei,Zhao, Sanhu
, p. 30180 - 30185 (2018/09/11)
N-(2-Hydroxy-ethyl)-pyridinium chloride ([HyEtPy]Cl) was synthesized and explored as a novel promoter for 1,4-diazabicyclo [2.2.2] octane (DABCO)-catalyzed Knoevenagel condensation reactions, which showed better catalytic activity compared to other ionic liquid (IL) that had no hydroxyl group attached to the IL scaffold. The effect of hydrogen bond formation between the hydroxyl group of [HyEtPy]Cl and the carbonyl group of aldehyde played an important role in the Knoevenagel condensation reaction. In the [HyEtPy]Cl-H2O-DABCO composite system, Knoevenagel condensation reactions proceeded smoothly and cleanly, and the corresponding Knoevenagel condensation products were obtained in good to excellent yields in all cases examined. This protocol provides a versatile solvent-catalyst system, which has notable advantages such as being eco-friendly, ease of work-up and convenient reuse of the ionic liquid.
First report of the application of simple molecular complexes as organo-catalysts for Knoevenagel condensation
Panja, Sumit Kumar,Dwivedi, Nidhi,Saha, Satyen
, p. 65526 - 65531 (2015/08/18)
A series of molecular complexes have been designed, synthesized and used as organo-catalysts for the first time for very efficient Knoevenagel condensation. Molecular complexes are thermally stable, easily recyclable, and have a low cost of preparation. T
Organocatalyzed step-growth polymerization through desymmetrization of cyclic anhydrides: Synthesis of chiral polyesters
Martin, Anthony,Robert, Frédéric,Taton, Daniel,Cramail, Henri,Vincent, Jean-Marc,Landais, Yannick
supporting information, p. 11946 - 11953 (2014/11/07)
The polymerization of prochiral bis-anhydrides with diols catalyzed by a cinchona alkaloid was shown to provide chiral polyesters in good yields and with high levels of stereocontrol. The structures of the polyesters were determined by 1H and
Simple, efficient, and green method for synthesis of trisubstituted electrophilic alkenes using lipase as a biocatalyst
Borse, Bhushan Nanasaheb,Shukla, Sanjeev Ramchandra,Sonawane, Yogesh Ashok
experimental part, p. 412 - 423 (2011/11/12)
A simple and efficient Knoevenagel condensation method for the synthesis of trisubstituted electrophilic alkenes was developed using lipase as a biocatalyst. Knoevenagel condensation was performed using the conventional method and using lipases (Aspergillus oryzae or Rhizopus oryzae) as biocatalysts, and reaction time, reaction temperature, yield, and recyclability were compared. Using a lipase as a biocatalyst eliminated the need for bases such as piperidine and pyridine. A wide range of aromatic aldehydes and ketones readily undergo condensation with active methylene compounds. The workup procedure is also very simple, and yields of the reactions are in the range of 75%to 95%. Both the biocatalysts were effectively recycled four times with no major decrease in the yield of product. The remarkable catalytic activity and reusability of lipase widens its applicability in Knoevenagel condensation with good to excellent yields for synthesis of trisubstituted electrophilic alkenes.Copyright Taylor & Francis Group, LLC.
Synthesis of cyclopropane-1,1,2,2-tetracarboxylic acid derivatives from aldehydes and CH-acids in the K2CO3/Bun 4NPF6/toluene heterogeneous system
Kryshtal, G. V.,Zhdankina, G. M.,Zlotin, S. G.
, p. 2286 - 2290,5 (2020/08/31)
A one-pot method for the synthesis of cyclopropane-1,1,2,2-tetracarboxylic derivatives was developed starting from aldehydes and cyanoacetic and 2-bromomalonic esters under heterogeneous conditions (K2CO 3/PhMe) in the presence of re
Towards organo-click reactions: Development of pharmaceutical ingredients by using direct organocatalytic bio-mimetic reductions
Ramachary, Dhevalapally B.,Reddy, G. Babul
, p. 4463 - 4468 (2008/09/19)
Economic and environmentally friendly bio-mimetic one-pot three and four-component Knoevenagel-hydrogenation (K-H), five-component Knoevenagel-hydrogenation-alkylation (K-H-A) and six-component Knoevenagel-hydrogenation-alkylation-Huisgen cycloaddition (K-H-A-HC) reactions of aldehydes, CH-acids, o-phenylenediamine, alkyl halides and azides using proline, proline-metal carbonate and proline-metal carbonate-Cu I-catalysis, respectively have been developed. Many of K-H and K-H-A compounds have direct application in pharmaceutical chemistry. The Royal Society of Chemistry.
